Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Chicago to Toronto from C$ 150

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
28 Aug — 4 Sep1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Chicago to Toronto are usually found in March or September, booked 90 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Cheap flight deals from Chicago to Toronto

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Toronto
Explore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 July 2026.

Wed 2/911:45 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 5/91:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 333
Wed 9/97:25 a.m.
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Wed 16/99:30 a.m.
YTZ
-
ORD
1 stop6h 22m
Air Canada
Deal found 27/7C$ 333
Wed 9/911:45 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Wed 16/910:10 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 334
Thu 10/98:40 p.m.
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Sun 13/97:00 a.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 26/7C$ 334
Thu 3/93:20 p.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Tue 8/91:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 336
Thu 10/98:45 a.m.
ORD
-
YTZ
1 stop6h 05m
Air Canada
Sun 13/97:35 p.m.
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 26/7C$ 336
Sat 29/810:20 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Sat 5/91:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 25/7C$ 337
Tue 8/98:45 a.m.
ORD
-
YTZ
1 stop6h 05m
Air Canada
Tue 15/98:20 a.m.
YTZ
-
ORD
2 stops7h 32m
Air Canada
Deal found 24/7C$ 337
Mon 7/97:25 a.m.
ORD
-
YTZ
Nonstop1h 42m
Air Canada
Mon 14/912:15 p.m.
YTZ
-
ORD
Nonstop2h 06m
Air Canada
Deal found 24/7C$ 339
Wed 2/911:45 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Mon 7/910:10 a.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 28/7C$ 340
Tue 1/92:30 p.m.
ORD
-
YYZ
1 stop8h 24m
Lufthansa
Sat 5/911:00 a.m.
YYZ
-
ORD
Nonstop2h 00m
Lufthansa
Deal found 24/7C$ 340
Fri 21/810:25 a.m.
MDW
-
YTZ
Nonstop1h 40m
Porter Airlines
Wed 2/91:45 p.m.
YTZ
-
MDW
Nonstop1h 50m
Porter Airlines
Deal found 26/7C$ 341

Find flight deals from Chicago to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toronto (YTO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 July 2026.

Round-trip from

C$ 333

One-way from

C$ 150

Popular in

August

Cheapest in

March

Average price

C$ 428

Good round-trip deal

C$ 157 or less

Good one-way deal

C$ 238 or less
Porter Airlines
  • Porter Airlines
  • 2/9-5/9
  • Nonstop
  • 3h 30m total
  • Chicago to Toronto
Search Deals
Air Canada
  • Air Canada
  • 11/9
  • Nonstop
  • 1h 42m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Toronto that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 July 2026.
Use the filters below to find and compare flights from Chicago to Toronto that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 3/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sun 6/9

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 337

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 9/9

3:20 p.m.-6:00 p.m.

Nonstop1h 40m

Toronto Island

Sun 13/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 346

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 9/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Wed 16/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 346

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 12/9

11:45 a.m.-2:25 p.m.

Nonstop1h 40m

Toronto Island

Sat 19/9

10:10 a.m.-11:00 a.m.

Nonstop1h 50m

C$ 346

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 29/8

10:20 a.m.-1:00 p.m.

Nonstop1h 40m

Toronto Island

Mon 31/8

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 348

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 22/9

5:53 p.m.-8:44 p.m.

Nonstop1h 51m

Toronto Pearson Intl

Sat 26/9

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

C$ 357

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 23/9

12:59 p.m.-3:46 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Sun 27/9

8:50 a.m.-9:48 a.m.

Nonstop1h 58m

C$ 357

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 16/9

12:59 p.m.-3:46 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Sat 19/9

8:50 a.m.-9:53 a.m.

Nonstop2h 03m

C$ 357

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 24/8

10:25 a.m.-1:05 p.m.

Nonstop1h 40m

Toronto Island

Mon 31/8

1:45 p.m.-2:35 p.m.

Nonstop1h 50m

C$ 360

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 10/9

12:59 p.m.-3:46 p.m.

Nonstop1h 47m

Toronto Pearson Intl

Tue 15/9

9:00 a.m.-2:52 p.m.

1 stop6h 52m

C$ 370

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Chicago to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto

What is the cheapest month to book a flight from Chicago to Toronto?

Currently, February is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 394). Flying from Chicago to Toronto in August is currently the most expensive (average of C$ 488). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to YTO?

Find hourly flight availability from Chicago to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 July 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to Toronto in the evening. If you’re flexible enough to do this you can expect to save up to 47% on your trip compared to booking a flight at noon.

Weekly flight availability from Chicago to Toronto

Explore weekly flight availability from Chicago to Toronto. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 29 July 2026.

The most flights from CHI to YTO are scheduled on a Wednesday (78 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 on average).

How much does it cost to fly round-trip from Chicago to Toronto?

Airfare is below average for this route at the moment.
Chicago to Toronto flights typically cost between C$ 358 and C$ 547 in September.
The cheapest round-trip price found within the last 5 days was C$ 333 on Porter Airlines (2 Sep-5 Sep).

What’s the top layover airport for flights from Chicago to Toronto?

Share of one-stop round-trip flights from Chicago to Toronto chosen by Cheapflights users in the past 12 months, using the same layover each way.

Detroit (DTW) – chosen by Cheapflights users on 67% of one-stop itineraries from Chicago to Toronto on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Toronto?

Average round-trip fare for 1-stop flights from Chicago to Toronto, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Detroit (DTW) is the most affordable 1-stop option, with an average round-trip price of C$ 729.

What’s the fastest layover option from Chicago to Toronto?

Shortest average travel time for 1-stop one-way flights from Chicago to Toronto, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Detroit (DTW) have the shortest average one-way travel time for 1-stop routes: 4h 20m.

Which airport typically offers the quickest layover for flights from Chicago to Toronto?

Average layover duration for 1-stop one-way flights from Chicago to Toronto, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Detroit (DTW) offer the fastest connection on this route, with an average layover time of 1h 11m.

How often are flights from Chicago to Toronto delayed?

About 21% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 131 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Toronto flights?

Over the past year, Porter Airlines has had the lowest number of delays on this route, with just 15% of flights being delayed.

How far ahead should I book a flight from Chicago to Toronto?

The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 64 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Chicago to Toronto?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Toronto. Price data was last updated on 25 July 2026.

Travelers seeking maximum savings on their Chicago to Toronto flight should consider departing on Thursday mornings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Toronto

Get insights into the airlines that provide service to Toronto. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Toronto. Reviews last updated 29 July 2026.
Read through reviews of airlines operating flights from Chicago to Toronto, such as Porter Airlines,United Airlines, andAir Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
449 reviews
Check prices

Food

7.5

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Porter Airlines
8.0
Very good
449 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Food

7.5

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
United Airlines
7.4
Good
10,052 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Food

7.5

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats
Air Canada
7.1
Good
11,405 reviews
Porter Airlines
8.0
Very good
449 reviews
Check prices

Food

7.5

Overall

8.0

Comfort

8.0

Entertainment

6.9

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Shannon,Jul 2026

YQT - YOW

Seats need to be a bit bigger & I'm not impressed that you have to pay to change seats

Related info for your journey

Find useful and relevant information for your journey from Chicago to Toronto. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Toronto?

    Porter Airlines, United Airlines, and Delta can get you from Chicago to Toronto in just under 1h 40m. Your travel time can differ by up to 5h 11m. Chicago and Toronto are separated by a distance of 711 km. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Toronto round-trip?

    Our cheapest airline available from Chicago to Toronto is Air Canada. Our recent data shows that you can find tickets from as low as C$ 291 on this airline. An additional option worth looking into is United Airlines, starting at C$ 312. You may be able to fly from Chicago to Toronto for 26% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Toronto one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as C$ 114. Users have also found prices from C$ 124 and C$ 126 on Porter Airlines and United Airlines, respectively.

  • What are the most popular routes from Chicago to Toronto?

    The most popular route from Chicago to Toronto is Chicago O'Hare Intl - Toronto Pearson Intl. You may also consider Chicago Midway - Toronto Island or Chicago O'Hare Intl - Toronto Island.

  • What are the most reliable airlines from Chicago to Toronto?

    The top 3 most reliable airlines when flying from Chicago to Toronto are Korean Air (91%), Royal Jordanian (91%) and Republic Airways (83%).

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally C$ 363, our data shows the cheapest flight currently is C$ 163. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay C$ 323 for that flight.

  • Can I find deals for flights from Chicago to Toronto that include hotel bookings?

    Yes. In addition to deals on Chicago to Toronto flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Toronto?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Toronto.

  • Can I find deals for business class flights from Chicago to Toronto?

    Yes. Cheapflights offers flight deals from Chicago to Toronto by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Toronto?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Toronto (average of C$ 394). Flying from Chicago to Toronto in August is currently the most expensive (average of C$ 488). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Chicago to Toronto

Discover the top 2 airlines that operate flights from Chicago to Toronto. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 July 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 291AverageC$ 449FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 312AverageC$ 449FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Toronto?

Deals for Chicago to Toronto flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Toronto?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Toronto.

Can Cheapflights find flights from Chicago to Toronto with no change fees?

Yes, we can. To see specific flights from Chicago to Toronto with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Toronto become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Toronto from Chicago today and book when prices fit your budget.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.